96691-92-8Relevant articles and documents
Asymmetric Synthesis of C-19 to C-27 Fragment of Rifamycin-S
Yadav, J. S.,Srinivas Rao, C.,Chandrasekhar, S.,Rama Rao, A. V.
, p. 7717 - 7720 (1995)
A highly stereoselective asymmetric synthesis of C-19 to C-27 fragment of Rifamycin-S consisting of 7 contiguous asymmetric centres is described involving Ipc2BH as the chiral hydroborating reagent.
Application of desymmetrization protocol for the formal total synthesis of emericellamide B
Mohapatra, Debendra K.,Samad Hossain,Dhara, Santu,Yadav
scheme or table, p. 3079 - 3082 (2010/08/05)
A highly convergent formal total synthesis of emericellamide B, a 19-membered antibacterial depsipeptide is described. The key feature of the strategy is the generation of four stereogenic centers from a bicyclic precursor via desymmetrization technique a
Formal total synthesis of (-)-saliniketals
Yadav,Hossain, Sk. Samad,Madhu, Madasu,Mohapatra, Debendra K.
supporting information; experimental part, p. 8822 - 8825 (2010/03/01)
(Chemical Equation Presented) A highly stereoselective formal total synthesis of the ornithine decarboxylase inhibitors (-)-saliniketals A and B is described. The salient features of the synthesis are the utilization of a desymmetrization technique to cre
Ring-opening reactions of oxabicyclic alkene compounds: Enantioselective hydride and ethyl additions catalyzed by group 4 metals
Millward, Dan B.,Sammis, Glenn,Waymouth, Robert M.
, p. 3902 - 3909 (2007/10/03)
Titanium and zirconium catalysts selectively catalyze either the ethyl or hydride addition to [2.2.1] 4,5-bis(methoxymethyl)-7-oxabicycloheptene (6); the ring-opened products formed depend on catalyst, temperature, alkylaluminum reagent, and the concentration of alkylaluminum. Bis(neoisomen-thylindenyl)zirconium dichloride catalyzes the ethyl addition ring-opening of 6 to produce (1R,-2S,3S,6R)-2,3-bis(methoxymethl)-6-ethylcyclohex-4-enol (7) in 96% ee. Zirconium catalysts catalyze the ring-opening of [3.2.1] 2,4-dimethyl-3-(benzyloxy)-8-oxabicyclo-6-octene (7) when ethylmagnesium bromide is used as a reagent. Both hydride and ethyl addition products are obtained at all conditions studied. Bis(neoisomenthylindenyl)zirconium dichloride catalyzes the ethyl addition ring-opening of 7 to produce ( 1S,2A,3S,4S,4S,7s)-2,4-dimethyl-3-(benzyloxy)-7-ethyl-5-cydohexen-1-ol (8) in 48% ee.